Earn point on your loyalty program!arrow arc left

Cheap flights from Tampa (TPA) to Chicago (CHI)

Know your dates, get live prices in seconds
airplane logo

pin logo

calendar
Departure
calendar backward
Return
airplane logo
1 Adults (11+)
0 Children (2~11)
0 Infants (0~2)
Save up to 31%
Book Flight + Hotel at the same time

How to find the cheapest flight from Tampa (TPA) to Chicago (CHI)

How to find the cheapest flight from Tampa (TPA) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Tampa (TPA) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Tampa (TPA) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.

Cheap flights from Tampa to Chicago in May , June 2026

27 May - 10 Jun $ 159.00
TPA
Tampa
Allegiant Air
DIRECT
CHI
Chicago
CHI
Chicago
Allegiant Air
DIRECT
TPA
Tampa
Pick dates
26 May - 09 Jun $ 260.00
TPA
Tampa
Frontier Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
TPA
Tampa
Pick dates
27 May - 06 Jun $ 300.00
TPA
Tampa
Frontier Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
TPA
Tampa
Pick dates

Last minute flights from Tampa to Chicago

27 May - 31 May $ 279.00
TPA
Tampa
Frontier Airlines
DIRECT
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
TPA
Tampa
Pick dates
27 May - 31 May $ 330.00
TPA
Tampa
Frontier Airlines
1 STOPS
CHI
Chicago
CHI
Chicago
Frontier Airlines
1 STOPS
TPA
Tampa
Pick dates
18 May - 31 May $ 519.00
TPA
Tampa
United Airlines
DIRECT
CHI
Chicago
CHI
Chicago
United Airlines
DIRECT
TPA
Tampa
Pick dates

One-way flights to Chicago from Tampa

2:10 PM - 2:10 PM
Allegiant Air
0 Stops
2h 45m
TPA - CHI
$ 100
Kiwi
Pick dates
6:35 PM - 6:35 PM
United Airlines
0 Stops
3h 5m
TPA - CHI
$ 145
Kiwi
Pick dates
7:42 PM - 7:42 PM
United Airlines
0 Stops
3h 11m
TPA - CHI
$ 145
Kiwi
Pick dates

How to find the cheapest flight from Tampa (TPA) to Chicago (CHI)

Related info for your journey
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Tampa (TPA) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.
How to find the cheapest flight from Tampa (TPA) to Chicago (CHI)
Some placeholder content for the first accordion panel. This panel is shown by default, thanks to the .show class.